Title: Synthesis of the 5 '-fluoro-2 'beta-methyl analogues of neplanocin
Authors: Kumamoto, Hiroki ×
Kobayashi, Marina
Kato, Nobuyuki
Balzarini, Jan
Tanaka, Hiromichi #
Issue Date: May-2011
Publisher: Wiley-VCH
Series Title: European Journal of Organic Chemistry issue:14 pages:2685-2691
Abstract: Synthesis of the 5'-fluoro-2'-beta-methyl analogues of neplanocin was carried out. Key intermediate cyclopentenone 19 was prepared from methyl alpha-D-mannopyranoside by a new approach consisting of ring-closing metathesis, stereoselective introduction of the 2'-methyl group, and intramolecular oxyselenenylation of the double bond as representative steps. Subsequent introduction of a fluorine atom at the 5'-position of 19 was performed by electrophilic fluorination by using Selectfluor.
ISSN: 1434-193X
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Laboratory of Virology and Chemotherapy (Rega Institute)
× corresponding author
# (joint) last author

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